What passes for low in a Powerglide is second gear anywhere else. The torque converter slip is what makes low gear. It's like running a high stall converter ahead of a two speed transmission that has second and high gear only. Low speeds and steep terrain would make this a real PIA because you end up teasing the high stall all the time thus the engine spins up a lot compared to speed over the ground.
Lock up converters use a lot different plumbing in the valve body and pump it would not be cost effective to try that on a Power Glide.
The only good solutions I can think of are to replace the PG with a TH350 which will give you a tighter stall converter and a genuine low gear to start with. Later the TH350c from 81 to 84 have a lock up converter. After that the 700R4 comes in which gives you 4 speeds and a lock up converter, it has a deeper low than the TH350's with an overdrive 4th; second and third are the same as the TH350 series. All of these bolt to the Chevy inline 6. As 700R4's go the 87 to 92's are the best they have a lot of fixes that make them quite robust, the early ones 85/86 have problems. The TH350C and the 700R4s, also, known as 4L60 with no E suffix do not use a computer and lock up can be manually switched for your control or automatic with a factory or TCI aftermarket controls, there are simpler and cheaper controls but how compatible that is with how you use a Weasel I don't know. The 4L60E is an all electronic version of the 700R4/4L60 but it needs a computer controller to function, I only point this out as when you go shopping this is stuff you'll run into and need to know the jargon before you're eyeball deep.
The TH400 will also bolt to the inline Chevy 6, it has three speeds and is robust beyond belief if you work the poop out of the Weasel this can be a consideration.
Keep in mind that non Chevy GM transmissions know as BCPO for Buick, Cadillac, Pontiac, Oldsmobile all have the same transmission designations but use a different bellhousing to engine bolt pattern. GMC will also use the Chevy pattern if they use a Chevy engine which shouldn't be a problem but very old GMCs did use other division engines so look before leaping. All Chevy inline 6's and V8's share the same bellhousing to engine bolt pattern early inline 4's made from the inline 6's not foreign or world engines that GM stuck in some smaller stuff, also, and the 90 degree V6's (Chevy only) so these can be transmission sources as well.
Bogie